Holiday events in Winter Garden, FL
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12.20.25 Magical Christmas Tree Paint and Sip at Masaryk Winery
Sat, Dec 20, 2:00 PM
Florida · Masaryk Winery
12.20.25 Magical Christmas Tree Paint and Sip at Masaryk Winery
Sat, Dec 20, 2:00 PM
Florida · Masaryk Winery
Madison Recruiting Firm's Annual Christmas Party
Sat, Dec 20, 6:00 PM
Rosemont · Eastmonte Civic Center
Madison Recruiting Firm's Annual Christmas Party
Sat, Dec 20, 6:00 PM
Rosemont · Eastmonte Civic Center
European Christmas Market - Christkindlesmarkt - Kissimmee
Sun, Dec 7, 12:00 PM
Florida · Krush Brau Park Portal Immersion Center
European Christmas Market - Christkindlesmarkt - Kissimmee
Sun, Dec 7, 12:00 PM
Florida · Krush Brau Park Portal Immersion Center
The Great Orlando Family Stage Costume Sale
Friday at 4:00 PM + 1 more
Lake Formosa · Orlando Family Stage
The Great Orlando Family Stage Costume Sale
Friday at 4:00 PM + 1 more
Lake Formosa · Orlando Family Stage
24th Annual MLK Celebration Unity Heritage Festival
Sun, Jan 18, 11:00 AM
Winter Park Gateway Center · Winter Park Community Center
24th Annual MLK Celebration Unity Heritage Festival
Sun, Jan 18, 11:00 AM
Winter Park Gateway Center · Winter Park Community Center
"Holinights" Holiday Celebration at Promenade Sunset Walk - Public Welcome
Thu, Nov 20, 6:30 PM + 22 more
Four Corners · Promenade at Sunset Walk
"Holinights" Holiday Celebration at Promenade Sunset Walk - Public Welcome
Thu, Nov 20, 6:30 PM + 22 more
Four Corners · Promenade at Sunset Walk
Pumpkin Decorating at UNOs in Kissimmee - FREE event!
Tue, Oct 28, 4:00 PM
Isles of Buena Vista · UNO Pizzeria & Grill
Pumpkin Decorating at UNOs in Kissimmee - FREE event!
Tue, Oct 28, 4:00 PM
Isles of Buena Vista · UNO Pizzeria & Grill
Breakfast with Santa in Pajamas !
Sat, Dec 20, 10:00 AM
Jacaranda/Estates and Sierra · Kissimmee City Chambers Park Community Center
Breakfast with Santa in Pajamas !
Sat, Dec 20, 10:00 AM
Jacaranda/Estates and Sierra · Kissimmee City Chambers Park Community Center
Senior’s Christmas Brunch
Wed, Dec 17, 10:00 AM
Hill to Mabbette · Oak Street Park Community Center, North Palm Avenue, Kissimmee, FL, USA
Senior’s Christmas Brunch
Wed, Dec 17, 10:00 AM
Hill to Mabbette · Oak Street Park Community Center, North Palm Avenue, Kissimmee, FL, USA
Frequently asked questions about Winter Garden